Sarasota Rentals
- From $299 per night (USD)
VRBO
Arlington Park... 5 min to Siesta Key Bridge...6 min to downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome home to this unique coastal cottage...this home will delight with the touches that don't represent the typical b ...
From $299 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Family Friendly Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This is a 2 -story coastal inspired home with 4 bedrooms, 3.5 baths, volume ceilings, upstairs open flex space with bonu ...
From $302 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Adorable Beach Cottage Bungalow in Sunny Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Larger group? Also enjoy our gorgeous adjacent 2/1 Pineapple Cottage for your group's stay. Perfect for expanded family, ...
From $211 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Sarasota Bay Haven
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Nature lover paradise overlooking Sarasota Bay, close to Siesta Key and downtown Sarasota. Spacious treefilled yard with ...
From $598 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Location, Location! Sarasota Rambler | Downtown MidMod Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our recently updated 1200 square foot mid-century rambler home is located in the charming downtown Sarasota neighborhood ...
From $143 per night (USD)VRBO
- From $807 per night (USD)
Expedia
Siesta Key Designer Home: *Pool, Gardens, Luxury*
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home with a pool. This tropical retrea ...
From $807 per night (USD)Expedia
- From $144 per night (USD)
VRBO
Tropical Beach\/Town Studio Prime Mainland Location
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Siesta Beach/Town Prime Location! Designers lush tropical home location in posh residential area. Live like a local! You ...
From $144 per night (USD)VRBO
- From $890 per night (USD)
VRBO
St. Armand's Canal-Front Pool Home
- Bedrooms:
- 8
- Bathrooms:
- 4
- Sleeps:
- 8
St. Armand's Canal-Front Pool Home steps to the beach! This gem of an estate has been completely rebuilt and remodeled. ...
From $890 per night (USD)VRBO
- Click For Pricing
VRBO
Beach Therapy! Sophisticated St. Armand's Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Sophisticated and modern updated St. Armand's pool home attends to every detail to achieve a wonderfully relaxing vacati ...
Click For PricingVRBO
- From $321 per night (USD)
VRBO
Mid-Century 3\/2 Near Downtown\/Siesta Key\/SMH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3/2 + bright designated office space is newly renovated with large fenced yard, screened front patio and private la ...
From $321 per night (USD)VRBO
- Click For Pricing
VRBO
Walk to the Beach \/ Ride to the Village \/ Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Taking time to relax and enjoy life to the fullest is easy to do when you set your travel sights on Siesta Key. That sai ...
Click For PricingVRBO
- From $542 per night (USD)
Expedia
Sarasota House w\/ Backyard Oasis: 6 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...
From $542 per night (USD)Expedia
- From $201 per night (USD)
VRBO
Oceanfront Home w\/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $201 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Old Florida charm in this 2-story 1925 Italianate home just blocks from downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
The House of MacGregor This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It ...
From $248 per night (USD)Expedia
- From $100 per night (USD)
VRBO
Villagio Villa d'Este Sarasota central locale 2B/2B condo Furnished $2500 per mo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, quiet 2B/2B condo near downtown Sarasota with lake views and many amenities. Short drive to Ringling School o ...
From $100 per night (USD)VRBO
- From $404 per night (USD)
VRBO
Pet-friendly, lovely home with large inground pool, live oaks and fenced yard.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This open concept living space has a fireplace, dining area that seats up to 8 for family gatherings, high-end stainless ...
From $404 per night (USD)VRBO
- From $432 per night (USD)
VRBO
Adorable Lido Beach Home- walk to beach and St. Armand's
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a morning stroll on the beach collecting sea shells, walk to St. Armand's to experience great restaurants and shop ...
From $432 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Charming Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...
From $147 per night (USD)Expedia
- From $1717 per night (USD)
VRBO
AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa\/pool
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of ...
From $1717 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Cute House near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
CALL US FOR OUR WEEKLY RATES!!! Cute house near Downtown Sarasota offers convenience, quietness and ability to enjoy Sa ...
From $171 per night (USD)Expedia
- Click For Pricing
VRBO
Adorable Home w\/Pool, Close to Siesta Key Beach, FREE WiFi, Dog* (See Note)...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Are the art, theater, and dining opportunities in Sarasota tempting, but you ...
Click For PricingVRBO
- Click For Pricing
VRBO
NEW LISTING in Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Historic Burns Court in the heart of downtown Sarasota. Charming second floor apartment in mid-century duplex on a quiet ...
Click For PricingVRBO
- Click For Pricing
Expedia
Beautiful West of The Trail Home
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
Click For PricingExpedia
- From $350 per night (USD)
Expedia
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $350 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Villa Las Flores | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Villa Las Flores, a magnificent retreat that can be rented out separately or combined with its sister unit Lu ...
From $235 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Luna Nueva | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Luna Nueva, a magnificent retreat that can be rented out separately or combined with its sister unit Villa La ...
From $235 per night (USD)Expedia
- From $470 per night (USD)
VRBO
Luna Flores | Pet Friendly Home in Sarasota w\/ 2 Private Heated Pools & Screened-In Porches
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Luna Flores, a magnificent retreat that combines the best of two homes, Luna Nueva and Villa Las Flores. Whet ...
From $470 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Renovated retreat - dog-friendly yard, AC & W\/D - snowbirds welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $128 per night (USD)Expedia
- From $144 per night (USD)
VRBO
Near Siesta Key - single story pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Newly renovated home in Sarasota. All new ceramic floors with new kitchen including granite counter tops, dishwasher, mi ...
From $144 per night (USD)VRBO
- From $99 per night (USD)
VRBO
NEW LISTING Cozy Mid-Century Florida home in a great location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great 2 bedroom 2 bath home, situated between Siesta and Longboat Key... choose a different beach each day. Close to al ...
From $99 per night (USD)VRBO
- From $425 per night (USD)
VRBO
2 Cottages Rented Together | Pool | Near Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...
From $425 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Newly Updated 2 Bedroom, BEACHY SPEAKEASY, by LIDO BEACH, in ST ARMAND'S CIRLCE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Step into a slice of Sarasota paradise nestled in the heart of St Armand's Circle! This isn't just any rental, it's an e ...
From $205 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Downtown Sarasota near Lido and Siesta
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota on famous Burns Court. The house is full of light with f ...
From $237 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Sarasota Escape w\/ Lanai, Lake & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Soak up the sunshine at this Sarasota vacation rental. Nestled on a corner lot in a tranquil community, this 3-bedroom, ...
From $242 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Modern near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $258 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful condominium has been renovated 100% from top to bottom. Located next door to the Ritz Carlton with go ...
From $263 per night (USD)Expedia
- From $228 per night (USD)
VRBO
GORGEOUS BRAND NEW BLDG and apt. Be the FIRST!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experienc ...
From $228 per night (USD)VRBO
- From $247 per night (USD)
Expedia
BRAND NEW everything!! Be the FIRST!! Disney+
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experience ...
From $247 per night (USD)Expedia
- From $101 per night (USD)
VRBO
Coastal Sarasota Condo: Minutes to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base wi ...
From $101 per night (USD)VRBO
- From $92 per night (USD)
Expedia
Close to Beaches, Downtown, Restaurants & Parks!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Bermuda Park! Adorable, Cozy, Peaceful & Quiet neighborhood close to downtown SRQ, St. Armand's, the beaches, ...
From $92 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Mid-Century Guesthouse Near Downtown/Siesta Key/SMH/Arlington Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This 1/1 guesthouse is newly renovated with full kitchen, privately fenced patio and yard and private laundry. Walk to ...
From $150 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Sarasota home 15 mins to Siesta Key Beach {Namaste at the Beach}
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated 3 bdrm 2 ba home in the heart of Sarasota. Minutes away from the country's top beaches, including ...
From $149 per night (USD)VRBO
- From $156 per night (USD)
VRBO
Walk\/Bike\/Trolley to Downtown, 10 min to Lido Beach. Best value in SRQ, Pets OK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
You have found it! Your Sarasota home away from home. We invite you to read our five star reviews on our three homes to ...
From $156 per night (USD)VRBO
- From $99 per night (USD)
VRBO
DOWNTOWN SARASOTA - Historic Laurel Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
From $99 per night (USD)VRBO
- From $162 per night (USD)
VRBO
Sarasota Sanctuary Tropical Holiday
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Your own private home surrounded by tropical landscaping. We pride ourselves in creating a sanctuary for you and your gu ...
From $162 per night (USD)VRBO
- From $110 per night (USD)
VRBO
Serene Sarasota Florida Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated 3 bedroom/2bath cottage home in a quiet 55+community. Two of the bedrooms have a queen bed and the third bed ...
From $110 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Light and Airy and Private, Great Location, Historic Neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
In an Mediterranean Revival home, light and airy, one bedroom above separate garage with bath and full kitchen. Wooden ...
From $200 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Across from Lido Beach Pavillon, 1 BR, 1 BA w\/pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nice location directly across from Lido Beach pavillon, concession stand, restrooms, and outdoor showers. Also, close t ...
From $160 per night (USD)Expedia
- From $1838 per night (USD)
VRBO
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w\/ Slide
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1838 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Beautiful! Walk to Lido Beach & Armand's Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
When searching for a vacation getaway, one thing that's really important is LOCATION. Done! Walk out your door, turn r ...
From $243 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Walk to Lido Beach & St. Armand's Circle Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
When searching for a vacation getaway, one thing that's really important is LOCATION. Done! Walk out your door, turn r ...
From $223 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Walk to Waters Edge, Wi-Fi, Dogs Allowed, 50's Retro Furnishings, Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 BR / 2 BA / Sleeps 8 Master bedroom - King Bed with en suite bathroom and double doors out to a cozy patio. Second be ...
From $235 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Sarasota vacation\/rental A+ location, Fenced in side and backyards!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly completed fenced in yard, sides and backyards! A 3 bedroom 2 bathroom house 1250 sq feet with living room, den, ...
From $159 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Cottage in the City close to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stylishly decorated 2bed/2bath home in Downtown Sarasota! Close to everything, Siesta Key, Lido Key, St. Armands Circle, ...
From $188 per night (USD)Expedia
- From $104 per night (USD)
VRBO
Pet-Friendly Downtown Sarasota House-3BR\/2BA for Couples,Friends, Beaches 7mins
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our private and comfy house located in the heart of Downtown Area, just 2 minutes away by walking! Our house ...
From $104 per night (USD)VRBO
- From $571 per night (USD)
VRBO
Siesta Key Oasis with a pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Certificate number (VR22-00130) Welcome to our little Siesta Key Oasis, Take it easy at this unique and tranquil getawa ...
From $571 per night (USD)VRBO
- From $103 per night (USD)
VRBO
Casa Azul 2bed\/1bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
From $103 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Stylish retreat in perfect location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautifully furnished 2 bed 2 bath cottage looks like it could have fallen out of a movie set. No detail overlooked ...
From $285 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Designer-owned, 3 bedroom property featuring modern architecture, mid-century inspired furnishings and original terrazzo ...
From $297 per night (USD)VRBO
- From $200 per night (USD)
Expedia
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED\/2BATH & SLEEPS 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $200 per night (USD)Expedia
- Click For Pricing
VRBO
Modern Apartment in Prime Location (ID5256X87)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Huntington Place is a bustling property where Landing offers fully furnished 1-bedroom and 2-bedroom apartments stocked ...
Click For PricingVRBO
- From $119 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SarasotaCottageRentals LONG TERM TENANT SAUGHT THROUGH THE END OF DECEMBER 2023. WE BOOK BY THE CALENDAR MONTH. Occas ...
From $119 per night (USD)VRBO
- From $169 per night (USD)
VRBO
Perfect Florida Vacation Getaway in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Available March 1st due to a short notice cancellation 30 day minimum , two bedroom (one bedroom has a full size sofa sl ...
From $169 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Beautiful Home,4BR\/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful home includes 4 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO ...
From $175 per night (USD)VRBO
- From $149 per night (USD)
VRBO
🌴The Palm & Pine🌴 Newly renovated bungalow near downtown and beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Palm & Pine! This completely renovated bungalow in the beautiful Arlington Park neighborhood is located a ...
From $149 per night (USD)VRBO
- Click For Pricing
Expedia
beachfront condo on 6th floor of the longboat key club resort !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
Click For PricingExpedia
- From $160 per night (USD)
VRBO
⭐Built in 1911⭐-Historic Home Next To Downtown Sarasota, Close to the Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $160 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Beautiful, Spacious Family Friendly Vacation Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Book your next vacation at this lovely home, and you won't be disappointed! Brand new furniture throughout the entire ho ...
From $299 per night (USD)Expedia
- Click For Pricing
VRBO
Stay this close to all Sarasota has to offer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Cordova Gardens a Nice 2 bed room 2 bathroom condo with high ceilings and wood floors. The unit is in a small ...
Click For PricingVRBO
- Click For Pricing
Expedia
Charming 3\/2 Home Peaceful on Legacy Trail! Pets Accepted!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This comfortable house of 1,370 sq ft, offers a large outdoor area, 3 bedrooms, 2 bathrooms, it's perfect for a family o ...
Click For PricingExpedia
- From $600 per night (USD)
VRBO
Mid-Century Home w\/ Guesthouse Near Downtown\/Siesta Key\/SMH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This 3/2 + office + attached 1/1 guesthouse is newly renovated with large fenced yard, screened front patio and 2 washer ...
From $600 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $139 per night (USD)Expedia
- From $179 per night (USD)
VRBO
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in a piece of Sarasota history! This upstairs guest room, a 1 BR, 1 private bath is located in one of three histori ...
From $179 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Family Retreat with Pool, Games, Dock, Fishing, Golf by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Tanglewood is a relaxing vacation spot for outdoors fun and adventure--offering fishing, kayaking, swimming, bird-watchi ...
From $335 per night (USD)Expedia
- Click For Pricing
Expedia
Blissful Blue Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful, comfortable, and quiet studio apartment that comfortably sleeps two to four people! It's safe and minutes fr ...
Click For PricingExpedia
- From $302 per night (USD)
Expedia
Stylish Couples Family Vacation Home, Long-stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1 week minimum required by City of Sarasota. Please do message me if you have questions. Be cautious of other's operatin ...
From $302 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Pinecraft Sunset Tiny Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This unique comfortable tiny home in the heart of Sarasota. Close to Pinecraft, beaches, shops and restaurants. ...
From $146 per night (USD)VRBO
- Click For Pricing
VRBO
DOWNTOWN SARASOTA - Historic Laurel Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
Click For PricingVRBO
- From $389 per night (USD)
VRBO
2Bd2 Ba beach cottage w\/private front\/back yard, screened porch, firepit, grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Sparkling Florida Bea ...
From $389 per night (USD)VRBO
- From $170 per night (USD)
VRBO
2 Bedroom, 2 Story Condo - Perfect Location!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This two story fully furnished condo is in the perfect location in Sarasota! ALL utilities are covered including Wi-Fi. ...
From $170 per night (USD)VRBO
- From $72 per night (USD)
VRBO
The Cozy Beach Suite of Sunny Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...
From $72 per night (USD)VRBO
- Click For Pricing
Expedia
Ocean Sky | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Ocean Sky, a luxurious retreat that offers the perfect combination of comfort, convenience, and style. From t ...
Click For PricingExpedia
- From $607 per night (USD)
VRBO
Fully renovated home with fireplaces, screened lanai, and WiFi - great location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ninotch Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $607 per night (USD)VRBO
- From $119 per night (USD)
Expedia
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $119 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Private Beach 1 Block To Lido Beach. 1\/2 Mile St. Armand Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Many Five Star reviews on this bright & sunny beach home with two bedrooms, 2 baths, very private, fenced yard, hardwood ...
From $350 per night (USD)VRBO
- From $125 per night (USD)
VRBO
The Empty Nest is Sweet Private Suite, 15 minutes to everything.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cozy two-room sweet suite is located close to downtown Sarasota, University Town Center, and only 15 minutes from a ...
From $125 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Tropical Oasis in Gillespie Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Peaceful and centrally-located duplex in the historic Gillespie Park neighborhood. Listing is for Unit B. A 2 bedroom/1 ...
From $179 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Tastefully remodeled pool home 7 minutes from the Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...
From $245 per night (USD)Expedia
- From $575 per night (USD)
VRBO
Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $575 per night (USD)VRBO
- From $1076 per night (USD)
Expedia
Backyard Oasis-Heated Pool\/Spa w\/ Waterslide. Rooftop-Gulf Views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Smooth Sailing by Lido Key Vacations Home in Lido Key, FL 34236 Vacation Rental License Minimum stay duration of 7 days ...
From $1076 per night (USD)Expedia
- From $220 per night (USD)
VRBO
7 Minute Walk to Lido beach, Walk to Ritz Carlton
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Location Location Location….You have heard it but we have got it! This Villa is located on Lido Key across street from ...
From $220 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Pool Home, Steps to Secluded Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $271 per night (USD)Expedia
- From $115 per night (USD)
VRBO
Charming Private Garden Cottage hide away in the heart of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $115 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Sarasota Bay Views Luxury Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our luxury waterfront modern beach condo is beautifully situated with sweeping sunset views over Sarasota Bay. Close to ...
From $215 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Single-Level Home near the Bay with Large Yard, Central AC, WiFi & Washer\/Dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
By the Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $193 per night (USD)VRBO
- From $503 per night (USD)
Expedia
Sarasota's Gem | Heated POOL, Spa + Deck w\/ Fire!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Sarasota's Gem! Experience this stunning beach home in the heart of Sarasota! Located just 15 minut ...
From $503 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Moroccan Bungalow | Heated Saltwater Pool + Screened-In Porch!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Moroccan Bungalow! Step into the enchanting world of the Moroccan Bungalow. This spacious coastal ...
From $357 per night (USD)VRBO
- From $937 per night (USD)
Expedia
Bearded Oaks | Backyard Oasis w\/ Heated Pool + HOT TUB!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
BNB Breeze Presents: Bearded Oaks! This captivating 2,600 sq. ft vacation home (and included tiny home) is located in th ...
From $937 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Sandy Feet Retreat | Heated Pool, Pergola + Ping Pong!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Sandy Feet Retreat! Experience this entertaining and inviting home in the heart of Sarasota, Flori ...
From $475 per night (USD)VRBO
- From $464 per night (USD)
Expedia
The Airy Bungalow | Outdoor Oasis w\/ Heated Pool + Outdoor Kitchen!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
BNB Breeze Presents: The Airy Bungalow! Experience our newly-enhanced retreat, located in the heart of Sarasota, just 1 ...
From $464 per night (USD)Expedia